# Head of Engineering

**Company:** [LeafLink](https://hotfix.jobs/companies/leaflink)
**Location:** Remote
**Role:** Engineering Management
**Salary:** $240k – $270k/yr
**Experience:** 12+ years
**Skills:** Python, Kubernetes, AWS, Docker, Terraform, Ansible, CI/CD, Jenkins, CircleCI, Argo CD, spinnaker, SOC 2, api management, Distributed Systems, llm code generation
**Posted:** 2026-08-14

> Leads the entire engineering organization, owning technical vision, architecture, execution standards, security, budget, and organizational scaling. The role requires extensive software engineering and engineering management experience, cloud-native architecture expertise, and a record of building high-performing teams.

## Job Description

## Responsibilities

- Translate company, product, and technology objectives into a 1–3-year engineering plan, operating model, organizational structure, and execution roadmap.
- Lead rebuild-versus-refactor decisions for platform enhancement and integration across all platforms.
- Create the engineering organizational structure and lead the engineering team.
- Recruit, develop, and retain engineering talent and establish operating standards.
- Set engineering-wide standards for planning, estimation, delivery, code quality, testing, CI/CD, and on-call and incident response.
- Establish engineering metrics, operating rhythms, and governance for executive visibility into execution.
- Own technical architecture, infrastructure, security, technical debt, speed, and long-term stability.
- Improve engineering velocity while reducing technical debt and operational risk.
- Partner with product and business stakeholders to translate customer requirements into engineering priorities and roadmap decisions.
- Manage the engineering budget, including headcount, vendors, tooling, cloud costs, and total cost of ownership.
- Own SOC 2 and broader security and compliance posture across engineering, partnering with IT and external auditors.
- Establish feedback loops, retrospectives, postmortems, and engineering-wide metrics for continuous improvement.
- Build and protect an engineering culture centered on ownership, blameless problem-solving, and technical excellence.
- Champion agentic AI, LLM-powered code generation, and multi-agent orchestration to improve how services are built and operated.

## Requirements

- 12+ years of experience in software engineering.
- 7+ years leading engineering managers.
- Experience with marketplaces or enterprise platforms and large-scale infrastructure or distributed systems.
- Experience building an engineering organization from the ground up or through a major scaling inflection point.
- Track record of setting technical vision and translating it into trusted executive and board-level roadmaps.
- Strong technical depth, strategic thinking, and operational leadership.
- Experience communicating engineering strategy, risk, and resourcing to non-technical executives and board members.
- Experience scaling engineering organizations in high-growth or mission-critical environments.
- Hands-on background with cloud-native architecture, AWS-managed services, infrastructure as code, and containers.
- Experience owning security and compliance programs, including SOC 2 controls and audit management.
- Experience with CI/CD tooling and developer experience practices.
- Experience with API management and service-oriented, API-driven architectures.
- Ability to manage budgets, vendor relationships, and cost efficiency.
- Passion for developing people and managers.

## Nice to have

- Experience in e-commerce, B2B SaaS, marketplace businesses, or mobile counterparts.
- Experience with AWS EKS, ECR, Route 53, SES, ElastiCache, and RDS.

## Compensation and benefits

- Base salary: **$240,000–$270,000 USD**.
- Flexible paid time off.
- Stock option plan.
- Five days of volunteer time off.
- Competitive compensation and 401(k).
- Medical, dental, and vision coverage.
- Commuter benefits through a flexible spending account.

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